I have a Club card (but no all-access), so I can enter the club with one guest. I also have a couple of Explorer card one-time passes - from reading the terms, I'm pretty sure I could use one of those passes for a second guest, and enter a club with two guests?
Also, unrelated to the one-time passes - can I enter a club by myself, and then a bit later when my guest arrives, go meet them and re-enter with them? In principle I don't see why not, but the last time I re-entered a lounge solo, I noticed the "+guest" option on the automated entry kiosk seemed like it was grayed out. I could be mis-remembering, so I just thought I'd ask...